Studies on the synthesis, in vitro antitumor activity of 4H-benzo[h]chromene, 7H-benzo[h]chromene[2,3-d]pyrim

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• 作者：Ahmed M. El-Agrody (1) (2)
  Ahmed M. Fouda (2)
  Al-Anood M. Al-Dies (2)
  
• 关键词：4 ; Methoxy ; 1 ; naphthol ; α ; Cyanocinnamonitriles ; 4H ; Benzo[h]chromenes ; 7H ; Benzo[h]chromeno[2 ; 3 ; d]pyrimidines ; Antitumor ; SAR
• 刊名：Medicinal Chemistry Research
• 出版年：2014
• 出版时间：June 2014
• 年：2014
• 卷：23
• 期：6
• 页码：3187-3199
• 全文大小：645 KB
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• 作者单位：Ahmed M. El-Agrody (1) (2)
  Ahmed M. Fouda (2)
  Al-Anood M. Al-Dies (2)
  
  1. Chemistry Department, Faculty of Science, Al-Azhar University, Nasr City, Cairo, 11884, Egypt
  2. Chemistry Department, Faculty of Science, King Khalid University, P.O. Box 9004, Abha, 61413, Saudi Arabia
  
• ISSN：1554-8120

文摘

Some 4H-benzo[h]chromene and 7H-benzo[h]chromeno[2,3-d]pyrimidine derivatives were prepared as potential cytotoxic agents. The in vitro cytotoxic activity of the synthesized compounds was investigated in comparison with the well-known anticancer standard drugs Vinblastine, Colchicine, and Doxorubicin using MTT colorimetric assay. It was found that compounds 23, 15, 20, and 21 showed the highest anticancer activity against the three tumor cell lines MCF-7, HCT, and HepG-2, compared with Vinblastine and Colchicine, while compound 23 was the most active against HepG-2 as compared with Doxorubicin. We explored the SAR of 4H-benzo[h]chromenes with modification at the 2-,3- positions and 7H-benzo[h]chromeno[2,3-d]pyrimidine at 2,3-positions. The structure-/strong>activity relationship (SAR) study revealed that the antitumor activity on 4H-benzo[h]chromene and 7H-benzo[h]chromeno[2,3-d]pyrimidine derivatives were significantly affected by the lipophilicity (hydrophobic or hydrophilic), of the substituent at 2-,3- and 2,3-positions. Structures of these compounds were established on the basis of spectral data, IR, 1H NMR, 13C NMR, 13C NMR-DEPT, and MS data.